.beta.-D-Gulopyranose, 1,6-anhydro-3-deoxy-3-(phenylmethyl)amino-4-O-(2R)-tetrahydro-2H-pyran-2-yl-

Base Information

Chemical Name:.beta.-D-Gulopyranose, 1,6-anhydro-3-deoxy-3-(phenylmethyl)amino-4-O-(2R)-tetrahydro-2H-pyran-2-yl-
CAS No.:228115-44-4
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:.beta.-D-Gulopyranose, 1,6-anhydro-3-deoxy-3-(phenylmethyl)amino-4-O-(2R)-tetrahydro-2H-pyran-2-yl-

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Chemical Property of .beta.-D-Gulopyranose, 1,6-anhydro-3-deoxy-3-(phenylmethyl)amino-4-O-(2R)-tetrahydro-2H-pyran-2-yl-

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Technology Process of .beta.-D-Gulopyranose, 1,6-anhydro-3-deoxy-3-(phenylmethyl)amino-4-O-(2R)-tetrahydro-2H-pyran-2-yl-

There total 7 articles about .beta.-D-Gulopyranose, 1,6-anhydro-3-deoxy-3-(phenylmethyl)amino-4-O-(2R)-tetrahydro-2H-pyran-2-yl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 116607-29-5
1,6-anhydro-3-deoxy-3-nitro-β-D-gulopyranose

: 228115-44-4,228115-97-7
3-amino-1,6-anhydro-3-N-benzyl-3-deoxy-4-O-(2-tetrahydropyranyl)-β-D-gulopyranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂; aq. HCl / Pd/C / 2585.74 Torr

2.1: 70 percent / sodium carbonate / tetrahydrofuran; H₂O

3.1: bis(tributyltin) oxide / toluene / 1.5 h / Heating

3.2: 96 percent / tetrabutylammonium bromide / toluene / 2.5 h / Heating

4.1: 88 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h

5.1: sodium hydroxide / ethanol; H₂O / 0.33 h / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; sodium carbonate; toluene-4-sulfonic acid; bis(tri-n-butyltin)oxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; 1.1: Reduction / 2.1: Acylation / 3.1: Esterification / 3.2: Alkylation / 4.1: Etherification / 5.1: Hydrolysis;
DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

: 127903-51-9
(2R)-[1,3]dioxolane-2r,4c-dicarbaldehyde

: 228115-44-4,228115-97-7
3-amino-1,6-anhydro-3-N-benzyl-3-deoxy-4-O-(2-tetrahydropyranyl)-β-D-gulopyranose

Guidance literature:: Multi-step reaction with 6 steps

1.1: 15 percent / NaOMe / methanol

2.1: H₂; aq. HCl / Pd/C / 2585.74 Torr

3.1: 70 percent / sodium carbonate / tetrahydrofuran; H₂O

4.1: bis(tributyltin) oxide / toluene / 1.5 h / Heating

4.2: 96 percent / tetrabutylammonium bromide / toluene / 2.5 h / Heating

5.1: 88 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h

6.1: sodium hydroxide / ethanol; H₂O / 0.33 h / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; sodium methylate; sodium carbonate; toluene-4-sulfonic acid; bis(tri-n-butyltin)oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; 1.1: Cyclization / 2.1: Reduction / 3.1: Acylation / 4.1: Esterification / 4.2: Alkylation / 5.1: Etherification / 6.1: Hydrolysis;
DOI:10.1016/S0040-4020(99)00327-0